Book Hotels in Upcountry Maui, HI
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Upcountry Maui hotels
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,038 nightly
The price is $1,232 total per night from Nov 27 to Nov 28
$1,232 total
Nov 27 - Nov 28
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
"2nd time staying here. I know that this place may be pricey, but everything about this place makes it worth it. From the moment we drove up to the time we left, The entire staff makes you feel the Maui love. The amenities are terrific. No charge for umbrellas or lounge chairs at the beach. Every ..."
Reviewed on Nov 7, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$438 nightly
The price is $520 total per night from Nov 28 to Nov 29
$520 total
Nov 28 - Nov 29
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
"Very good experience and staff were great"
Reviewed on Nov 9, 2026
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $325 total per night from Nov 15 to Nov 16
$325 total
Nov 15 - Nov 16
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate ...
"Good property"
Reviewed on Nov 9, 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $231 total per night from Nov 18 to Nov 19
$231 total
Nov 18 - Nov 19
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool ...
"It’s such a nice hotel for a good price and we’re definitely coming back regularly."
Reviewed on Nov 8, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $294 total per night from Nov 15 to Nov 16
$294 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
"The resort was the perfect location. The staff is incredibly helpful and kind. The food on the resort was wonderful. We look forward to returning to Maui and staying here again."
Reviewed on Nov 8, 2026
Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$157 nightly
The price is $187 total per night from Nov 15 to Nov 16
$187 total
Nov 15 - Nov 16
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, ...
"I have never been to Maui before and this place was such a blessing for my first trip to the island 🌺 I stayed in the hibiscus room and loved the privacy. Mika & Tammi were very kind and helpful with all my questions 🌈 I will be staying here again definitely!! 🤙 Mahalo"
Reviewed on Nov 7, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$742 nightly
The price is $881 total per night from Nov 29 to Nov 30
$881 total
Nov 29 - Nov 30
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, ...
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $342 total per night from Nov 10 to Nov 11
$342 total
Nov 10 - Nov 11
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. ...
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $229 total per night from Dec 8 to Dec 9
$229 total
Dec 8 - Dec 9
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap Upcountry Maui hotels
Bamboo Valley Inn
1444 West Kuiaha Rd Haiku HI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels in Upcountry Maui with star-rating
Check Upcountry Maui Hotels by Star Rating
5 Star Hotels
15 properties
Recent Upcountry Maui hotel reviews by fellow wanderers
OUTRIGGER Kaanapali Beach Resort
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Good property"
A verified traveler stayed at OUTRIGGER Kaanapali Beach Resort
Explore More Ways to Travel with Travelocity
- Historical in Upcountry Maui
- Romantic in Upcountry Maui
- Houseboats in Upcountry Maui
- Privatevacationhomes in Upcountry Maui
- Villas in Upcountry Maui
- Wailea Hotels
- Hotels in Wailuku
- Paia Inn
- Hotels in Paia
- Hotels near Pua'a Ka'a State Park
- Hotels in Haiku
- Hotels near Haleakala Crater
- Hotels near Haleakala National Park
- Hotels in Haliimaile
- Hotels in Pukalani
- Agritourism in Upcountry Maui
- Bedandbreakfast in Upcountry Maui
- Cabins in Upcountry Maui
- Condos in Upcountry Maui
- Cottages in Upcountry Maui
- Aparthotels in Upcountry Maui
- Hostels in Upcountry Maui
- Beach in Upcountry Maui
- Boutique in Upcountry Maui
- Budget in Upcountry Maui
- Condos in Maui
- Bedandbreakfast in Maui
- Agritourism in Maui
- Hotels near Maui Agricultural Research Center
- Hotels in Makawao
- Hotels in Maalaea
- Hotels in Kula
- Hotels in Kokomo
- Hotels in Kihei
- Sugar Beach Resort - Maui Condo & Home
- Maui Schooner Resort
- Maui Coast Hotel
- Maui Beach Vacation Club
- Hilton Grand Vacations Club Maui Bay Villas
- Mana Kai Maui- Official Onsite Rental
- Kamaole Sands - Maui Condo & Home
- Grand Wailea Maui A Waldorf Astoria Resort
- Beach in Kihei
- Aston Maui Hill
- Hotels near Keawakapu Beach North
- Hotels in Kaupo
- Hotels near Kamaole Beach Park 3
- Hotels near Kamaole Beach Park 2
- Hotels in Kailua
- Hotels in Kahului
- Maui Seaside Hotel
- Maui Beach Hotel
- Hotels near Kahului HI
- Hotels in Kaanapali
- Hotels in Hana
- 5 Star Hotels in Upcountry Maui
- Aparthotels in Maui
- Adults Only in Maui
- All-Inclusive in Maui
- Beach in Maui
- Boutique in Maui
- Budget in Maui
- Hotels near Charles Lindbergh Grave
- Family Friendly in Maui
- Golf in Maui
- Hilton Hotels in Maui
- Free Breakfast in Maui
- Free Airport Transportation in Maui
- Waterslide in Maui
- Ski in Maui
- Resorts in Maui
- Flights from Santa Ana (SNA) to Kahului (OGG)
- Flights from Salt Lake City (SLC) to Kahului (OGG)
- Flights from San Francisco (SFO) to Kahului (OGG)
- Flights from Pittsburgh (PIT) to Kahului (OGG)
- Flights from Portland (PDX) to Kahului (OGG)
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from Spokane (GEG) to Kahului (OGG)
- Flights to Maui
- All-inclusive Resorts in Maui
- Hotels in Maui
- Maui vacation rentals
- Hotels near Haleakala National Park
- Flights from Las Vegas to Maui
- Condos in Maui
- Cheap Hotels in Maui
- Oceanfront Hotels in Maui
- Car rentals in Maui
- Villas in Maui
- Family Hotels in Maui
- Flights from Honolulu to Maui
- Beach Hotels in Maui
- Flights from Seattle to Maui
- Maui vacations
- 5 Star Hotels in Maui
- Things to do in Maui
- Flights to Maui
